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Hotels in Winter Haven

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Choose from 37747 Winter Haven Hotel Deals

Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
  • 7 min walk from LEGOLAND® Florida
The price is $139 per night from Dec 1 to Dec 2
$139
includes taxes & fees
Dec 1 - Dec 2
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (598 reviews)
"Great staff, customer service experience was excellent! Clean room and tasty breakfast! Thank you !"

Reviewed on Nov 18, 2024

Best Western Plus Winter Haven Inn & Suites 
Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
  • 6 min drive from LEGOLAND® Florida
The price is $111 per night from Dec 1 to Dec 2
$111
includes taxes & fees
Dec 1 - Dec 2
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,004 reviews)
"Very nice place clean"

Reviewed on Nov 19, 2024

Holiday Inn Winter Haven, an IHG Hotel
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
  • 7 min drive from LEGOLAND® Florida
The price is $114 per night from Nov 25 to Nov 26
$114
includes taxes & fees
Nov 25 - Nov 26
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,002 reviews)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked."

Reviewed on Nov 12, 2024

Howard Johnson by Wyndham Winter Haven FL
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $196 per night from Nov 24 to Nov 25
$196
includes taxes & fees
Nov 24 - Nov 25
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
8/10 Very Good! (6,623 reviews)
"Is amazing place"

Reviewed on Nov 21, 2024

The Grove Resort & Water Park Orlando
Seralago Hotel & Suites Main Gate East
Seralago Hotel & Suites Main Gate East
3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $65 per night from Nov 24 to Nov 25
$65
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the clean rooms ...
5/10 (5,549 reviews)
Miscommunication
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her ..."

Reviewed on Nov 16, 2024

Seralago Hotel & Suites Main Gate East
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
  • 57 min drive from LEGOLAND® Florida
The price is $140 per night from Nov 25 to Nov 26
$140
includes taxes & fees
Nov 25 - Nov 26
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,385 reviews)
"Nice place. Very large"

Reviewed on Nov 22, 2024

Hilton Vacation Club Mystic Dunes Orlando
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $103 per night from Nov 25 to Nov 26
$103
includes taxes & fees
Nov 25 - Nov 26
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,017 reviews)
"I was exited about staying here in this property check in was at 4. I when. At 3:30 pm. Hoping we could check in maybe a little early. Or used the facility restroom. Got there and doors were close i was a little confuse because there is always someone available to help with customer But i was not ..."

Reviewed on Nov 21, 2024

Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando
Margaritaville Resort Orlando
4 out of 5
8000 Fins Up Circle, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $199 per night from Dec 15 to Dec 16
$199
includes taxes & fees
Dec 15 - Dec 16
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (3,156 reviews)
"Nothing else"

Reviewed on Nov 21, 2024

Margaritaville Resort Orlando
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
4 out of 5
17777 Bali Blvd, Winter Garden, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $133 per night from Nov 25 to Nov 26
$133
includes taxes & fees
Nov 25 - Nov 26
Stay at this 4-star family-friendly hotel in Winter Garden. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (3,698 reviews)
"Great"

Reviewed on Nov 20, 2024

Hilton Vacation Club Aqua Sol Orlando West
Wyndham Orlando Resort & Conference Center, Celebration Area
Wyndham Orlando Resort & Conference Center, Celebration Area
3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $118 per night from Nov 24 to Nov 25
$118
includes taxes & fees
Nov 24 - Nov 25
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff ...
7.6/10 Good! (1,645 reviews)
"This was really a spur of the moment stay. I will stay again to get the full benefits of the property"

Reviewed on Nov 21, 2024

Wyndham Orlando Resort & Conference Center, Celebration Area
Delta Hotels by Marriott Orlando Celebration
Delta Hotels by Marriott Orlando Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
  • 1 hour drive from LEGOLAND® Florida
The price is $118 per night from Nov 24 to Nov 25
$118
includes taxes & fees
Nov 24 - Nov 25
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,319 reviews)
"It was really good"

Reviewed on Nov 19, 2024

Delta Hotels by Marriott Orlando Celebration
Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
  • 59 min drive from LEGOLAND® Florida
The price is $84 per night from Nov 24 to Nov 25
$84
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
7.6/10 Good! (4,027 reviews)
"There was a lot of staff and everything was clean. It was a really nice experience."

Reviewed on Nov 22, 2024

Ramada by Wyndham Kissimmee Gateway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Winter Haven

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winter Haven hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winter Haven.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winter Haven’s 37,747 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $65. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Winter Haven hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winter Haven. No matter your reason for visiting Winter Haven, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winter Haven hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winter Haven for as low as $65.

How many hotels are there in Winter Haven?

With over 37,747 hotels in Winter Haven, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $65.

How to find cheap car rentals in Winter Haven?

Finding a cheap car rental deal in Winter Haven is as easy as scoring cheap hotels in Winter Haven. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Winter Haven now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Winter Haven right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.